A Whitepaper
Why uploading twenty years of your work into an AI doesn't work — and the four disciplines that make it work.
Get the paperYour problem was never finding the 2014 presentation. It was that starting the new proposal from memory is faster than the archaeology — so twenty-five years of accumulated judgment sits permanently about forty minutes out of reach.
Which in practice means it sits at a distance of infinity. So you write from the top of your head. The work is good, because you are good. It is also a fraction of what you know.
Generative AI makes a genuinely new question askable. Not where is it — that was solved fifteen years ago. But: what have I learned across my career, what evidence do I actually have for it, and where does my own material contradict me?
This paper is about why that question is harder to answer than it looks.
Point a capable model at everything. Dump the archive into a project. It produces a demo that feels remarkable for about a week — then it starts producing confident garbage, and it takes a while to work out why.
Your 2009 closeout, your flagship framework, a think-piece you abandoned, and someone else's deck you saved for reference are four documents of equal standing to a model reading a folder. So it blends them.
The whitepaper says 140 accounts. The workbook it was built from says 112. Nobody reconciled it in 2022 and a model will repeat whichever it finds, fluently, in your name, in front of a client.
An LLM over your own corpus is a machine for agreeing with you — you wrote the corpus. The valuable question is the opposite one, and a pile of documents structurally cannot answer it.
Your best proof points came from client engagements and most can't be repeated as written. You know which is which. Your file system doesn't.
A number is a measurement someone took in a context, not a truth. The moment a figure gets promoted to canon it stops being checkable and starts being repeated.
Fourteen pages. No sales call attached, and the ninety-minute exercise at the end works whether or not you ever speak to us.
One email with the paper. Nothing else unless you ask. No list, no sequence, no unsubscribe theatre.
Or just download it directly — the ideas aren't behind the form.